HU193705B - Selective herbicidal compositions of prolonged effect, containing alpha-chlorine-acetamide-derivatives as active substance - Google Patents
Selective herbicidal compositions of prolonged effect, containing alpha-chlorine-acetamide-derivatives as active substance Download PDFInfo
- Publication number
- HU193705B HU193705B HU843856A HU385684A HU193705B HU 193705 B HU193705 B HU 193705B HU 843856 A HU843856 A HU 843856A HU 385684 A HU385684 A HU 385684A HU 193705 B HU193705 B HU 193705B
- Authority
- HU
- Hungary
- Prior art keywords
- weight
- alkyl
- parts
- active ingredient
- formula
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 67
- 230000002363 herbicidal effect Effects 0.000 title claims description 37
- 239000013543 active substance Substances 0.000 title description 5
- 230000002035 prolonged effect Effects 0.000 title description 3
- 239000004009 herbicide Substances 0.000 claims abstract description 34
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical class NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 6
- 239000004480 active ingredient Substances 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 238000009472 formulation Methods 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 14
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 12
- 239000000654 additive Substances 0.000 claims description 8
- 239000000839 emulsion Substances 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 7
- 239000002270 dispersing agent Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 150000004760 silicates Chemical class 0.000 claims description 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 150000008282 halocarbons Chemical class 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 238000013268 sustained release Methods 0.000 claims description 2
- 239000012730 sustained-release form Substances 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000007844 bleaching agent Substances 0.000 claims 1
- 239000002734 clay mineral Substances 0.000 claims 1
- 235000013312 flour Nutrition 0.000 claims 1
- 238000009736 wetting Methods 0.000 claims 1
- 150000007854 aminals Chemical class 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 125000005017 substituted alkenyl group Chemical group 0.000 abstract 1
- 239000004606 Fillers/Extenders Substances 0.000 description 35
- 229910052757 nitrogen Inorganic materials 0.000 description 27
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 21
- -1 butoxymethyl Chemical group 0.000 description 21
- 239000002689 soil Substances 0.000 description 21
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 20
- 239000000047 product Substances 0.000 description 18
- 238000002360 preparation method Methods 0.000 description 15
- 238000003756 stirring Methods 0.000 description 14
- 241000196324 Embryophyta Species 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 239000000729 antidote Substances 0.000 description 12
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 description 11
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 description 10
- 239000004495 emulsifiable concentrate Substances 0.000 description 10
- 229940075522 antidotes Drugs 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 238000010992 reflux Methods 0.000 description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 8
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 240000008042 Zea mays Species 0.000 description 7
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000008098 formaldehyde solution Substances 0.000 description 6
- 239000008187 granular material Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 239000012043 crude product Substances 0.000 description 5
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 5
- 238000005507 spraying Methods 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 235000005822 corn Nutrition 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- WCGGWVOVFQNRRS-UHFFFAOYSA-N dichloro-acetic acid amide Natural products NC(=O)C(Cl)Cl WCGGWVOVFQNRRS-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 4
- 230000001681 protective effect Effects 0.000 description 4
- 150000003335 secondary amines Chemical class 0.000 description 4
- 238000009331 sowing Methods 0.000 description 4
- 239000004563 wettable powder Substances 0.000 description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 244000062793 Sorghum vulgare Species 0.000 description 3
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 244000038559 crop plants Species 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 235000009973 maize Nutrition 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 235000019713 millet Nutrition 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 101100310222 Caenorhabditis briggsae she-1 gene Proteins 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000003864 humus Substances 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- IAWXHEPLJXAMSG-UHFFFAOYSA-N pent-2-en-1-amine Chemical compound CCC=CCN IAWXHEPLJXAMSG-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 230000000885 phytotoxic effect Effects 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- OHXLAOJLJWLEIP-UHFFFAOYSA-N 2-(dichloromethyl)-2-methyl-1,3-dioxolane Chemical compound ClC(Cl)C1(C)OCCO1 OHXLAOJLJWLEIP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical class ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical class OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- YNQSILKYZQZHFJ-UHFFFAOYSA-N R-29148 Chemical compound CC1CN(C(=O)C(Cl)Cl)C(C)(C)O1 YNQSILKYZQZHFJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 1
- 229940058963 dichloroacetamide derivative drug for amoebiasis and other protozoal diseases Drugs 0.000 description 1
- 229940043279 diisopropylamine Drugs 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- AGVKXDPPPSLISR-UHFFFAOYSA-N n-ethylcyclohexanamine Chemical compound CCNC1CCCCC1 AGVKXDPPPSLISR-UHFFFAOYSA-N 0.000 description 1
- SQGBZKZDUMBTIJ-UHFFFAOYSA-N n-prop-2-enylcyclohexanamine Chemical compound C=CCNC1CCCCC1 SQGBZKZDUMBTIJ-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000011049 pearl Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (18)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU843856A HU193705B (en) | 1984-10-16 | 1984-10-16 | Selective herbicidal compositions of prolonged effect, containing alpha-chlorine-acetamide-derivatives as active substance |
DE19853536214 DE3536214A1 (de) | 1984-10-16 | 1985-10-10 | (alpha)-chloracetamid-derivate als wirkstoff enthaltende selektive herbizide mittel mit einer protrahierten wirkung |
BG071997A BG46152A3 (en) | 1984-10-16 | 1985-10-11 | Herbicide composition |
GB08525285A GB2165753B (en) | 1984-10-16 | 1985-10-14 | A diamine extender for use with alpha-chloroacetamide derivative selective herbicides |
BE0/215720A BE903434A (fr) | 1984-10-16 | 1985-10-14 | Compositions herbicides selectives ayant une action prolongee et contenant, a titre d'ingredient actif, des derives d'alpha-chloracetamide |
DD85281695A DD236868C4 (de) | 1984-10-16 | 1985-10-14 | Mittel zum protahieren der wirkungsdauer und zur erhoehung der selektivitaet von herbiziden zusammensetzungen |
FR8515198A FR2571589A1 (fr) | 1984-10-16 | 1985-10-14 | Compositions herbicides selectives ayant une action prolongee et contenant, a titre d'ingredient actif, des derives d'a-chloracetamide |
CS857366A CZ736685A3 (en) | 1984-10-16 | 1985-10-15 | Selective herbicidal agent with prolonged activity containing alpha-chloracetamide as the active component |
TR41648/85A TR23143A (tr) | 1984-10-16 | 1985-10-15 | Etkili terkip maddesi olarak alpha-kloroasetamid tuerevleri ihtiva eden ve uzatilmis suereli bir etkiye sahip olan secimli herbisid bilesim |
NL8502820A NL8502820A (nl) | 1984-10-16 | 1985-10-15 | Selectieve herbicidepreparaten met een verlengde werking, die als werkzaam bestanddeel alfa-chlooraceetamidederivaten bevatten. |
LU86116A LU86116A1 (fr) | 1984-10-16 | 1985-10-15 | Compositions herbicides selectives ayant une action prolongee et contenant,a titre d'ingredient actif,des derives d'alpha-chloracetamide |
DK472185A DK472185A (da) | 1984-10-16 | 1985-10-15 | Herbicider med forlaenget virkning |
IT8522485A IT1186777B (it) | 1984-10-16 | 1985-10-15 | Composizioni erbicide selettive aventi azione prolungata le quali contengono come ingrediente derivati di alfa-clorocetamide |
RO120400A RO91525B (ro) | 1984-10-16 | 1985-10-15 | Compozitie erbicida cu activitate prelungita |
ES547937A ES8704321A1 (es) | 1984-10-16 | 1985-10-16 | Procedimiento para prolongar el efecto e incrementar la se- lectividad de composiciones herbicidas a base de derivados de alfa-cloroacetamida |
US06/787,912 US4804405A (en) | 1984-10-16 | 1985-10-16 | Elective herbicide compositions having a prolonged action containing .alpha. |
GR852509A GR852509B (enrdf_load_stackoverflow) | 1984-10-16 | 1985-10-16 | |
PL1985255790A PL144022B1 (en) | 1984-10-16 | 1985-10-16 | Agent for prolonging action and improving selectivity of herbicides and selectively acting herbicide |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU843856A HU193705B (en) | 1984-10-16 | 1984-10-16 | Selective herbicidal compositions of prolonged effect, containing alpha-chlorine-acetamide-derivatives as active substance |
Publications (2)
Publication Number | Publication Date |
---|---|
HUT38032A HUT38032A (en) | 1986-04-28 |
HU193705B true HU193705B (en) | 1987-11-30 |
Family
ID=10965789
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU843856A HU193705B (en) | 1984-10-16 | 1984-10-16 | Selective herbicidal compositions of prolonged effect, containing alpha-chlorine-acetamide-derivatives as active substance |
Country Status (18)
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE459987B (sv) * | 1987-12-23 | 1989-08-28 | Abb Stal Ab | Saett att kyla aska och kraftanlaeggning med en anordning foer askkylning |
CA2007965C (en) * | 1989-02-13 | 1996-02-27 | Jerry J. Weers | Suppression of the evolution of hydrogen sulfide gases from petroleum residua |
CA2031017A1 (en) * | 1989-12-01 | 1991-06-02 | Robert J. Goos | Ammonium thiosulfate as herbicide extender |
US5626201A (en) * | 1993-09-20 | 1997-05-06 | Excavation Engineering Associates, Inc. | Disc cutter and method of replacing disc cutters |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2864683A (en) * | 1953-10-30 | 1958-12-16 | Monsanto Chemicals | Selective method of inhibiting preemergent growth of grasses |
US2863752A (en) * | 1953-10-30 | 1958-12-09 | Monsanto Chemicals | Herbicides |
US2791606A (en) * | 1954-06-07 | 1957-05-07 | Ohio Commw Eng Co | Synthesis of glutamic acid and salts thereof |
US3442945A (en) * | 1967-05-22 | 1969-05-06 | Monsanto Co | Phytotoxic alpha-halo-acetanilides |
US3931313A (en) * | 1972-07-17 | 1976-01-06 | Stauffer Chemical Company | Schiff's base dichloroacetamides |
US3893838A (en) * | 1972-11-16 | 1975-07-08 | Stauffer Chemical Co | Halogenated esters as herbicide antidotes |
DE2651465C3 (de) * | 1976-11-11 | 1980-07-24 | Schuelke & Mayr Gmbh, 2000 Norderstedt | Konservierungs- und Desinfektionsmittel |
IT1150707B (it) * | 1982-03-19 | 1986-12-17 | Montedison Spa | Metodo per la difesa di colture di interesse agrario dall'azione di erbicidi non selettivi |
US4740236A (en) * | 1982-12-03 | 1988-04-26 | Ciba-Geigy Corporation | N-sulfonyl-imino-thiocarbonic acid diesters as herbicide antagonists for the protection of rice crops |
HU193577B (en) * | 1984-06-14 | 1987-10-28 | Noevenyvedelmi Kutato Intezet | Preparatives prolonging the effect of herbicides containing derivatives of diamin-methan and herbicides with prolonged effect |
-
1984
- 1984-10-16 HU HU843856A patent/HU193705B/hu not_active IP Right Cessation
-
1985
- 1985-10-10 DE DE19853536214 patent/DE3536214A1/de not_active Withdrawn
- 1985-10-11 BG BG071997A patent/BG46152A3/xx unknown
- 1985-10-14 FR FR8515198A patent/FR2571589A1/fr active Pending
- 1985-10-14 DD DD85281695A patent/DD236868C4/de unknown
- 1985-10-14 GB GB08525285A patent/GB2165753B/en not_active Expired
- 1985-10-14 BE BE0/215720A patent/BE903434A/fr not_active IP Right Cessation
- 1985-10-15 RO RO120400A patent/RO91525B/ro unknown
- 1985-10-15 LU LU86116A patent/LU86116A1/fr unknown
- 1985-10-15 NL NL8502820A patent/NL8502820A/nl not_active Application Discontinuation
- 1985-10-15 DK DK472185A patent/DK472185A/da not_active Application Discontinuation
- 1985-10-15 CZ CS857366A patent/CZ736685A3/cs unknown
- 1985-10-15 TR TR41648/85A patent/TR23143A/xx unknown
- 1985-10-15 IT IT8522485A patent/IT1186777B/it active
- 1985-10-16 ES ES547937A patent/ES8704321A1/es not_active Expired
- 1985-10-16 US US06/787,912 patent/US4804405A/en not_active Expired - Fee Related
- 1985-10-16 PL PL1985255790A patent/PL144022B1/pl unknown
- 1985-10-16 GR GR852509A patent/GR852509B/el unknown
Also Published As
Publication number | Publication date |
---|---|
GB8525285D0 (en) | 1985-11-20 |
IT8522485A0 (it) | 1985-10-15 |
LU86116A1 (fr) | 1986-03-24 |
DD236868A5 (de) | 1986-06-25 |
RO91525B (ro) | 1987-05-01 |
DK472185D0 (da) | 1985-10-15 |
CZ736685A3 (en) | 1993-08-11 |
US4804405A (en) | 1989-02-14 |
ES8704321A1 (es) | 1987-04-01 |
BE903434A (fr) | 1986-02-03 |
GB2165753A (en) | 1986-04-23 |
NL8502820A (nl) | 1986-05-16 |
DD236868C4 (de) | 1987-11-04 |
IT1186777B (it) | 1987-12-16 |
PL144022B1 (en) | 1988-04-30 |
PL255790A1 (en) | 1986-08-12 |
GB2165753B (en) | 1988-03-30 |
DK472185A (da) | 1986-04-17 |
ES547937A0 (es) | 1987-04-01 |
FR2571589A1 (fr) | 1986-04-18 |
BG46152A3 (en) | 1989-10-16 |
GR852509B (enrdf_load_stackoverflow) | 1986-02-18 |
TR23143A (tr) | 1989-04-17 |
DE3536214A1 (de) | 1986-04-17 |
RO91525A (ro) | 1987-04-30 |
HUT38032A (en) | 1986-04-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4075000A (en) | Herbicidal use of 4-amino-3,3-dimethyl-1-phenyl-2-azetidinones | |
JPS6310749A (ja) | N−ベンジル2−(4−フルオル−3−トリフルオルメチルフエノキシ)ブタン酸アミド及びそれを含有する除草剤 | |
JPH0228159A (ja) | 複素環式2―アルコキシフエノキシスルホニル尿素類、それらの製造方法およびそれらを含有する除草剤 | |
RU2029471C1 (ru) | Производные пиримидина, гербицидная композиция и способ борьбы с сорняками с использованием композиции | |
CS221820B2 (en) | Herbicide means | |
JPS5827770B2 (ja) | 除草剤 | |
HU193705B (en) | Selective herbicidal compositions of prolonged effect, containing alpha-chlorine-acetamide-derivatives as active substance | |
US3427146A (en) | Phenoxypyridazines as herbicides | |
HU198008B (en) | Process for producing n-/3-chloro-4-isopropyl-phenyl/-carboxamide derivatives and herbicide compositions containing them as active components | |
JPS61257960A (ja) | スルホンアミド系化合物及び農業用殺菌剤 | |
HU177122B (en) | Herbicide composition containing antidotum,and process for producing the antidotum | |
JPH035454A (ja) | 新規のn―フェニルピロリジン類 | |
US4531966A (en) | Herbicide compositions | |
JPS6019901B2 (ja) | 新規な置換したコハク酸イミドおよび該イミドを含有する殺菌剤 | |
HU176584B (en) | Herbicide preparation containing of active mateirals of two types | |
CA1120034A (en) | Phenoxy-phenoxy-propionic acid amides, process for their manufacture and their use as herbicides | |
US4334909A (en) | N-(Alkoxymethyl)-2'-nitro-6'-substituted-2-haloacetanilides and their use as herbicides and plant growth regulants | |
JP2001172270A (ja) | 5−カルボキサニリド−2,4−ビス−トリフルオロメチル−チアゾール | |
RU2027715C1 (ru) | Производное пиридинсульфонамида, обладающее гербицидной активностью | |
JPH01186849A (ja) | ジフェニルアミン誘導体、その製造法およびそれを有効成分とする有害生物防除剤 | |
US4251261A (en) | 2-Chloro-4-trifluoromethyl-5-thiazolecarboxylic acids and derivatives | |
HU189919B (en) | Herbicide containing new 2-methyl-4-isopropyl-2-pentenoil-anilide compounds as agent and process for the production of the agent | |
KR830002375B1 (ko) | 페녹시-페녹시-프로피온산 아미드의 제조방법 | |
EP0122130B1 (en) | Herbicidal tetrahydrobenzothiazole derivatives | |
RU1811367C (ru) | Фунгицидна композици |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
HU90 | Patent valid on 900628 | ||
HPC4 | Succession in title of patentee |
Owner name: INTERMED INTERMEDIEREKET ES NOEVENYSZERKEZET GYART |
|
HMM4 | Cancellation of final prot. due to non-payment of fee |